nabilone   Click here for help

GtoPdb Ligand ID: 9071

Synonyms: Cesamet® | LY 109514 | LY-109514
Approved drug
nabilone is an approved drug (FDA (1985))
Compound class: Synthetic organic
Comment: Nabilone is a synthetic cannabinoid, used as an anti-emetic drug. It is a mixture of enantiomers. We show the 'flat' molecule with no specified stereochemistry to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 46.53
Molecular weight 372.27
XLogP 6.8
No. Lipinski's rules broken 1
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Canonical SMILES CCCCCCC(c1cc(O)c2c(c1)OC(C1C2CC(=O)CC1)(C)C)(C)C
Isomeric SMILES CCCCCCC(c1cc(O)c2c(c1)OC(C1C2CC(=O)CC1)(C)C)(C)C
InChI InChI=1S/C24H36O3/c1-6-7-8-9-12-23(2,3)16-13-20(26)22-18-15-17(25)10-11-19(18)24(4,5)27-21(22)14-16/h13-14,18-19,26H,6-12,15H2,1-5H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3930 nabilone
Synonyms Click here for help
Cesamet® | LY 109514 | LY-109514
Database Links Click here for help
Specialist databases
GPCRdb Ligand nabilone
Other databases
ChEMBL Ligand CHEMBL2218896
DrugCentral Ligand 1862
GtoPdb PubChem SID 315661156
PubChem CID 39860
Search Google for chemical match using the InChIKey GECBBEABIDMGGL-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GECBBEABIDMGGL
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UniChem Compound Search for chemical match using the InChIKey GECBBEABIDMGGL-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey GECBBEABIDMGGL-UHFFFAOYSA-N
Wikipedia Nabilone